169963-54-6Relevant articles and documents
Morpholine derivative oxidation ring-opening method and product thereof
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Paragraph 0039; 0049-0051, (2021/07/08)
The invention relates to a morpholine derivative oxidation ring-opening method and a product thereof, and belongs to the technical field of compound preparation. The method for promoting oxidative cracking of C (sp3)-C (sp3) bonds of a morpholine derivative by visible light has been successfully developed under the inspiration of the design concept of visible light induced C (sp3)-C (sp3) bond cracking. According to the morpholine derivative oxidation ring-opening method, C (sp3)-C (sp3) bonds without ring stress are cracked by using visible light as an energy source and O2 as a final oxidizing agent, use of transition metal, high temperature, high pressure and chemical equivalent dangerous oxidizing agents is avoided, good functional group tolerance is established, 30 substrates are obtained, the yield is as high as 83%, and a supplementary scheme is provided for realizing oxidative cracking of the morpholine derivative under a mild condition.
Immobilized Pd on a NHC functionalized metal–organic framework MIL-101(Cr): an efficient heterogeneous catalyst in Suzuki?Miyaura coupling reaction in water
Khalafi-Nezhad, Ali,Niknam, Esmaeil,Panahi, Farhad
, (2020/02/05)
A novel Pd?NHC functionalized metal–organic framework (MOF) based on MIL-101(Cr) was synthesized and used as an efficient heterogeneous catalyst in the C-C bond formation reactions. Using this heterogeneous Pd catalyst system, the Suzuki?Miyaura coupling reaction was accomplished well in water, and coupling products were obtained in good to excellent yields in short reaction time. The Pd?NHC?MIL-101(Cr) was characterized using some different techniques, including Fourier transform-infrared, X-ray diffraction, scanning electron microscopy, energy-dispersive X-ray spectroscopy, transmission electron microscopy (TEM), X-ray photoelectron spectroscopy, inductively coupled plasma and elemental analysis. The microscopic techniques showed the discrete octahedron structure of MIL-101(Cr), which is also stable after chemical modification process to prepare the catalyst system. The TEM images of the catalyst showed the existence of palladium nanoparticles immobilized in the structure of the catalyst, while no reducing agent was used. It seems that the NHC groups and imidazolium moieties in the structure of the MOF can reduce Pd (II) to Pd (0) species. This modified MOF substrate can also prevent aggregation of Pd nanoparticles, resulting in high stability of them in organic transformation. The Pd?NHC?MIL-101(Cr) catalyst system could be simply extracted from the reaction mixture, providing an efficient synthetic method for the synthesis of biaryls derivatives using the aforementioned coupling reaction. The Pd?NHC?MIL-101(Cr) catalyst could be recycled in this organic reaction with almost consistent catalytic efficiency.
NHC-Nickel Catalyzed C-N Bond Cleavage of Mono-protected Anilines for C-C Cross-Coupling
Xia, Ji-Bao,Zhang, Zheng-Bing
, p. 9609 - 9613 (2020/12/21)
A Ni-catalyzed aryl C-N bond cleavage of mono-protected anilines, N-arylsulfonamides, has been developed. A new N-heterocyclic carbene derived from benzoimidazole shows high reactivity for the C-N cleavage/C-C cross-coupling reaction. The ortho-directing group is not required to break the C-N bond of sulfonyl-protected anilines, which are not limited to π-extended anilines. The mechanistic studies have revealed that a sulfamidomagnesium salt is the key coupling intermediate.
